Holiday Homes for Sale

Holiday Homes for Sale

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Holiday and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Holiday Homes for Sale

$300,000
3 Beds 2 Baths Aloha Gardens SubDv. 34691 Zip Code
WATERFRONT LIVING AT ITS FINEST — PRICED TO SELL! Discover this beautifully updated 3-bedroom, 2-bathroom lakefront home offering modern finishes, peaceful waterfront living, and a convenient Florida location just minutes from Lake Tarpon and the Gulf of Mexico. Never flooded and untouched by the effects of Hurricanes, this move-in-ready home offers an exceptional opportunity for waterfront living. A one-car garage and extra-large driveway provide ample parking. Step inside to a light and bright interior featuring upgraded double-pane windows, new flooring throughout, high-end two-panel doors with stylish pine trim, modern LED lighting and ceiling fans, fresh interior and exterior paint, and updated switches and finishes. The open floor plan seamlessly connects the living, dining, and kitchen areas while large windows fill the space with natural light and offer beautiful waterfront views. The gorgeous updated kitchen features stainless steel appliances, including a glass-top range, American Walnut countertops, custom cabinetry, and elegant brushed-gold fixtures. The primary suite is a true retreat, offering serene waterfront views, a beautifully updated en-suite bathroom with a spa-like shower, custom shelving in the walk-in closet, and a full-length mirror. Outside, enjoy a large backyard and your own private waterfront setting with a personal dock — perfect for relaxing, fishing, entertaining, or simply enjoying the Florida lifestyle. Conveniently located near Lake Tarpon, the Gulf of Mexico, shopping, dining, entertainment, and major airports. Approximately 9.5 miles to St. Pete-Clearwater International Airport and 15 miles to Tampa International Airport, with Aldi, Publix, and Walgreens just minutes away. Nearby beaches include Sunset Beach, Howard Park, and Honeymoon Island. Beautifully updated, waterfront, never flooded, and priced to sell — schedule your private showing today!

4036 Sunray Drive, Holiday

$474,900
3 Beds 2 Baths Forest Hills SubDv. 34690 Zip Code
HUGE PRICE REDUCTION (OWNER MOTIVATED TO SELL) Waterfront Living at its Finest – Nestled in a luxury, family-friendly neighborhood in Holiday, Florida. This stunning 3-bedroom, 2-bath waterfront home with nearly 1,900 sq ft. It offers the perfect blend of comfort, style, and a ultimate Florida boating lifestyle with the bonus of having Multigenerational Living . This property is a true fisherman’s paradise with direct access to the Anclote River and just a short boat ride to the famous Tarpon Springs Sponge Docks then out to the Gulf of Mexico. A Home Designed for Comfort & Style. Step inside to an open-concept floor plan with seamless tile flooring throughout. This creates a clean and modern flow perfect for entertaining with everyday living. The custom kitchen is a true centerpiece, featuring: Striking waterfall marble countertops, black stainless steel appliances, generous prep including entertaining space and clear sightlines to the living and outdoor areas. The spacious primary suite is your private retreat, highlighted by a luxury wet steam room (5' x 9.5') large enough to accommodate multiple people-bringing spa-level relaxation right into your home. Additional upgrades include: Instant hot water heater – never run out of hot water, solar panels for energy savings, freshly painted, custom entry doors, newer roof, HVAC system, and windows. Outdoor Living Built for the Florida Lifestyle. This home truly shines outdoors. Relax or entertain from the screened-in patio overlooking the water, or take advantage of the huge covered patio with plenty of space for outdoor toys and gear. The beautifully maintained property also includes: New St. Augustine grass installed last year with irrigation system with its own well and on it's completely fenced side yard and backyard. Doggie door for convenient pet access, stamped cobblestone concrete driveway, super gutters installed around the entire home, two-car garage with professional epoxy flooring and warranty. Boater & Angler’s Dream! Situated at the end of the Anclote River, the property offers brackish waterfront known for abundant redfish and snook—often caught right off the dock. Your private waterfront setup includes: 10,000-lb boat lift, large oversized dock for entertaining, floating docks for kayaks, paddleboards, and water toys. double floating wave-runner dock available and recapped and stamped seawall. From your dock, enjoy a short scenic boat ride to the sponge docks, waterfront restaurants, and open Gulf waters. FYI this property has never flooded. Location Perks: You’re just minutes from: Gulf beaches, waterfront dining, boating and fishing hotspots, parks and local amenities. All while enjoying the tranquility of a quiet waterfront neighborhood perfect for families or those seeking the ultimate coastal lifestyle. Whether you’re a boater, fisherman, entertainer, or simply looking for the perfect waterfront retreat, this property delivers the Florida lifestyle at its absolute best.

1125 Fernwood Drive, Holiday

$449,000
3 Beds 3 Baths Forest Hills SubDv. 34690 Zip Code
Welcome to your tropical oasis and the waterfront lifestyle most people only dream about! This beautifully renovated 3-bedroom, 3-bathroom waterfront pool home with a bonus room is situated on a large lot along the Anclote River, featuring approximately 70 feet of seawall with direct Gulf access. Powered by solar, this stunning home offers a desirable split-bedroom floor plan and new wood-plank tile flooring throughout. As you enter, you'll immediately appreciate the spacious living area, which flows seamlessly into the dining room. Sliding glass doors open to an expansive screened-in patio, creating the perfect indoor-outdoor living experience. To the left, a hallway leads to two generously sized guest bedrooms. One features its own private bathroom with access to the pool area, while the second guest bedroom offers a large walk-in closet and is conveniently serviced by the additional guest bath. The beautifully appointed kitchen features stainless-steel appliances, wood cabinetry, granite countertops, and a cozy breakfast nook. The spacious primary suite offers a walk-in closet and an updated bathroom with a convenient step-in shower. Just off the primary suite, a large bonus room provides flexible space for a home office, den, nursery, or additional living area. Step outside and discover your own private Florida retreat. The expansive screened-in patio overlooks a beautiful swimming pool surrounded by stamped concrete, while the large, fenced backyard provides plenty of room to relax and entertain. A composite deck with pergola creates an inviting space for outdoor dining, lounging, and enjoying the Florida sunshine year-round. For the boating enthusiast, this property truly shines. Just steps from the deck is a composite boat dock with a 10,000-lb boat lift, offering direct access to the Gulf. Whether you're heading out for a day on the water, exploring nearby tropical islands, or enjoying the area's beautiful sandy beaches, this waterfront home makes it easy to embrace the Florida lifestyle. Bring your boat, your family, and your love of the water—this is Gulf Coast living at its best!

1324 Chancellor Drive, Holiday

$350,000
3 Beds 2 Baths Gulfwinds SubDv. 34691 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in the Gulf Winds community of Holiday, Florida. Designed for comfortable, low-maintenance living, the home features porcelain tile flooring throughout, a freshly painted interior and a bright, open layout that makes everyday living and entertaining easy. The kitchen includes a new LG stove, oven and microwave, a new dishwasher and an included refrigerator. Additional upgrades include an air-conditioning system replaced approximately three years ago, custom cabinetry in the primary walk-in closet, overhead garage storage and custom Bahama shutters in the living room. Step outside and enjoy the spacious 20-by-15-foot paver patio—perfect for outdoor dining, grilling or relaxing in the Florida sunshine. The exterior was painted by the HOA in 2025, and the seller reports that the roof is scheduled for replacement by the HOA in 2027. Conveniently located near Anclote Boulevard, Alternate US-19 and US-19, the home provides easy access to shopping, dining, medical facilities, parks and the Gulf Coast. Enjoy being close to Tarpon Springs, the historic Sponge Docks, local beaches and waterfront recreation while still having a peaceful place to call home. Whether you are looking for a primary residence, seasonal Florida retreat or a home offering a simpler maintenance lifestyle, this property combines thoughtful upgrades, outdoor living and a convenient Gulf Coast location.

2235 Parrot Fish Drive, Holiday

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